Holiday houses in Calhau

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Top-rated holiday rentals in Calhau

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Guest favourite

A stone cottage is framed by lush greenery, overlooking the ocean. The structure features a wooden roof and expansive glass walls that provide panoramic views. The landscape includes a mix of native plants and stones, enhancing the natural setting.

Villa in S.Roque do Pico

Casa da Canada

Would you like to live in a stone cottage, rustic, but with a modern ambiance and interior, comfortable, romantic, ideal for two with stunning views? You're in the right place, it's here. There is a deck with lounge chairs, a stone barbecue, the full view of the island of São Jorge and the canal. From its left side, the cliffs of the parishes of São Roque, Praínha and Santo Amaro do Pico, crashing waves and fluttering birds; a sunset to fall in love with… This house is part of a small family owned resort, where there is a restaurant called Magma, a grocery store, a yoga room and an heated swimming pool. The living room has glass sliding door that open the interior nature and the views. What are you waiting for?

ValueLocationHeating

5.0 out of 5 average rating, 43 reviews

Top Guest favourite

Villa in Santo António

Pico Sereno · Casa Atlântico |Vista Mar & Natureza

Estúdio acolhedor e tranquilo no coração da Ilha do Pico, entre Madalena e São Roque, a poucos minutos do aeroporto. Ideal para casais ou viajantes que procuram descanso, natureza e fácil acesso a toda a ilha. Dispõe de cama de casal confortável, casa de banho privativa, Wi-Fi e estacionamento gratuito, com acesso a zonas comuns exteriores. Inserido numa zona calma, perfeito para relaxar após um dia a explorar trilhos, zonas balneares, vinhas e miradouros. Ideal para casais, estadias tranquilas.

LocationComfortHospitality

5.0 out of 5 average rating, 20 reviews

Guest favourite

A relaxing outdoor patio area is shown, featuring a large umbrella providing shade. A patterned rug is laid on the white surface, complemented by colorful cushions. The ocean and green hills are visible in the background under a partly cloudy sky.

Home in Horta

Cliff House | Azores splendid Ocean View

A refurbished cottage with splendid views on the South of Faial Island, 2Km from Horta. A quiet and unique setting for some memorable vacations. Only 15 minutes walk from Horta city center, close enough to visit the marina or Peters Cafe Sport by foot but far away enough to have complete privacy and stunning ocean front views. An almost 100 year old sea front house turned in to a comfortable and picturesque cottage by the sea. If you have any questions, please feel free to contact us directly.

LocationFamilyNearby

4.85 out of 5 average rating, 46 reviews

Guest favourite

A spacious living area features a light-colored sofa and a wooden coffee table crafted from natural materials. At the back, a dining table is set, surrounded by four chairs, with a minimalist kitchen visible in the background. Large windows provide soft natural light.

Villa in Conceição

Villa vue sur la mer et accès plage à pied

Relax in this unique and peaceful accommodation. Located in the valley of Almoxarife. 5 min walk to the most beautiful black sand beach of the island and 10 mins to the famous Horta marina and landmark downtown by car. Completely renovated, the house offers all modern comforts. All rooms have sea views. The villa "Quinta dos Maracujas" is a located on a vast orchard, where, depending on the season, you will be able to enjoy the exotic fruits. Bars and restaurants at the bottom of the street.

FamilyLocationCondition

4.93 out of 5 average rating, 30 reviews

Guest favourite

An outdoor jacuzzi is positioned beneath a wooden pergola, offering panoramic views of the surrounding landscape, ocean, and distant village. The clear blue sky and scattered clouds create a tranquil atmosphere, enhancing the unique setting for relaxation.

Cabin in Madalena

Adega da Quinta- Casa do Camolas

Relaxe neste cottage com um spot único e tranquilo. Aprecie na piscina, jacuzzi ou sauna a vista fantástica sobre o Faial, o mar e a vila da Madalena. Desfrute de uma linda casa em madeira num lugar único e especial com piscina, jacuzzi e sauna. Beneficie dos passeios pedestres com vista para a maravilhosa montanha do Pico. As nossas acomodações situam-se a 2 minutos de carro e 20 minutos a pé da Vila da Madalena, incluem um quarto com cama de casal e uma sala que dispõe de sofá cama.

LocationComfortQuiet

4.93 out of 5 average rating, 105 reviews

Top Guest favourite

An aerial view captures the tiny homes nestled in a lush green landscape, surrounded by well-maintained gardens and rocky walls. The ocean is seen in the background, with expansive views extending to the horizon and the island of São Jorge, creating a sense of tranquility.

Cabin in Santana

Casinha Melissa

What you can expect at Casinha Melissa: • queen-size bed with memory foam mattress • USB/USB-C ports built-in to the light socket at each bedside table • 43" Smart TV for streaming on all major apps or watching cable • WIFI connection with high-speed internet • ceiling fan • air-conditioning/heating system • private on-site laundry with steam dryer option or clothesline located behind the house (clothes pins provided) • personal picnic table • firewood for the fire pit

LocationShared spacesHospitality

5.0 out of 5 average rating, 24 reviews

Top Guest favourite

A view of the sea framed by the open window, featuring two unique, bare trees on the shoreline. The calm water reflects the sky, while distant islands are visible on the horizon, creating a serene coastal scene.

Home in Madalena

Charming Beach House along the Ocean

Located minutes from downtown Madalena, “Casa da Barca” is a charming space granting guests picturesque views of the ocean and island of Faial from one side, and iconic Pico Mountain on the other. Walk only a few steps out the door and take a dip into natural pools or enjoy a refreshment at Pico’s award winning Cella Bar. Your host will welcome you with some cheese and wine, giving you a taste of the Acores and getting your palate ready for delicious island food.

LocationFamilyCondition

4.96 out of 5 average rating, 227 reviews

Guest favourite

Cabin in São Roque do Pico

Casa da Camélia

Casa de campo, charmosa com vista para a Vila de São Roque do Pico, Canal entre Pico e São Jorge e a vizinha ilha de São Jorge. Esta casa é um refúgio de tranquilidade, simplicidade. Desfrute de dias tranquilos nesta encantadora casa de campo, rodeada pela natureza. Ideal para quem procura descanso, silêncio e paisagens bonitas. A casa oferece um ambiente acolhedor com decoração simples, espaço exterior amplo e áreas perfeitas para relaxar ao ar livre.

LocationDecorHiking

5.0 out of 5 average rating, 15 reviews

Guest favourite

A cozy bedroom features a spacious bed with a natural wood headboard, adorned with a colorful artwork panel above. Two accent pillows add a touch of color, while a lamp beside the bed provides soft lighting, creating a serene atmosphere.

Apartment in Madalena

Casa do Cacto - 1 Bedroom Cosy Flat

Our 1-Bedroom Cosy Flat is a cute and comfortable accommodation for two - it is located at one of the most beautiful seafront areas in Pico overlooking Faial island. Some of the best restaurants on the island are nearby, and the town centre is only 10mins away - all walking distance. The Landscape of the Vineyard Culture is only 15mins away (on foot), a beautiful walk especially at sunset! Find us on Instagram @casadocacto

LocationPoolLaundry

4.82 out of 5 average rating, 116 reviews

Guest favourite

Villa in Madalena

Casa Baleia Laranja Ocean-Front

Experience up close the sea pounding against the volcanic rock of Pico Island. Located on the north coast amidst the UNESCO World Heritage Site, this sea-level, ocean-front property is located 5 minutes by car from Madalena, the largest town and center for shopping on Pico Island. The house, with plenty of parking. sits on a landscaped 5500 square meter (approximately 1.3 acres) property, that also supports a small vineyard.

FamilyLocationHospitality

4.94 out of 5 average rating, 18 reviews

Top Guest favourite

A traditional wine house with red accents is framed by dark lava stones, set against the backdrop of Pico Mountain, topped with snow. A clear sky with a visible moon enhances the serene landscape, inviting guests to experience the uniqueness of the surroundings.

Holiday home in Madalena

Ocean view in UNESCO Heritage Site

Solar-powered wine house located in the Landscape of Pico Island Vineyard Culture - a UNESCO World Heritage Site. Just a couple of minutes driving from Madalena village, this traditional and remodeled wine house has its own vineyard on the backyard. A cozy space for two with a bedroom, kitchenette open to living room and a bathroom. The wine house is overlooking the ocean, Faial island and Pico mountain.

LocationValueNearby

4.95 out of 5 average rating, 170 reviews

Top Guest favourite

A private outdoor pool reflects the sky, surrounded by a well-maintained area with lush greenery. In the background, the scenic view of the island of Faial is visible, with rocky formations and the ocean extending towards the horizon.

Home in Madalena

Villa Valverde

Relaxe com toda a família neste alojamento tranquilo. Concluída em 2024, a Villa Valverde situa-se perto do centro da Madalena, num local com vista sobre a ilha do Faial. Inserida num entorno sossegado, com um amplo relvado, uma piscina exterior privada e um espaço de churrasco, constitui o local ideal para férias em família.

LocationValueAir conditioning

5.0 out of 5 average rating, 30 reviews